3-Chloro-2-methylbenzenesulfonyl chloride → 3-Chloro-N-(4,5-dihydrothieno[3,2-e][1,3]benzothiazol-2-yl)-2-methylbenzenesulfonamide

HRID 719370Notes

Reaction equation

HRID 719370 reaction equation
[N:1]1[C:5]2[C:6]3[CH:12]=[CH:11][S:10][C:7]=3[CH2:8][CH2:9][C:4]=2[S:3][C:2]=1[NH2:13].[Cl:14][C:15]1[C:16]([CH3:25])=[C:17]([S:21](Cl)(=[O:23])=[O:22])[CH:18]=[CH:19][CH:20]=1>>[Cl:14][C:15]1[C:16]([CH3:25])=[C:17]([S:21]([NH:13][C:2]2[S:3][C:4]3[CH2:9][CH2:8][C:7]4[S:10][CH:11]=[CH:12][C:6]=4[C:5]=3[N:1]=2)(=[O:23])=[O:22])[CH:18]=[CH:19][CH:20]=1

Participants

3

Reactant 2

HCID 5227343-Chloro-2-methylbenzenesulfonyl chlorideHCID 218981955,10-Dithia-3-azatricyclo[7.3.0.0,2,6]dodeca-1(9),2(6),3,11-tetraen-4-amine

Product 1

HCID 102942023-Chloro-N-(4,5-dihydrothieno[3,2-e][1,3]benzothiazol-2-yl)-2-methylbenzenesulfonamide

Procedure

The title compound was prepared from 4,5-dihydrothieno[3,2-e][1,3]benzothiazol-2-amine (106 mg, synthesized according to METHOD I from 4-keto-4,5,6,7-tetrahydrothianaphthene) and 3-chloro-2-methylbenzenesulfonyl chloride (114mg) as described in the synthetic METHOD A to give a white powder (36 mg) with a purity >90%: MS-ES (neg) m/z 395.2.

Sources & evidence

ORD record
ord-d0fff163dcb24978a88c8eea4a57c514
Source dataset
uspto-grants-2006_11
Patent number
US07132436B2

Reaction notes

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